(2,5-dioxoimidazolidin-4-yl)urea

• ChemBase编号: 102155
• 分子式: C4H6N4O3
• 平均质量: 158.11544
• 单一同位素质量: 158.04399007
• SMILES: NC(=O)NC1NC(=O)NC1=O
• Canonical SMILES: NC(=O)NC1NC(=O)NC1=O
• InChI: InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11)
• InChIKey: POJWUDADGALRAB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (2,5-dioxoimidazolidin-4-yl)urea
• IUPAC传统名: (2,5-dioxoimidazolidin-4-yl)urea; allantoin
• 别名: 5-脲尿囊素; 尿基间二-氮茂烷-2,4-二酮; 尿囊素; Ureidohydantoin; Glyoxyldiureide; 1-(2,5-dioxoimidazolidin-4-yl)urea; Allantoin; NSC 7606; (2,5-dioxo-4-imidazolidinyl)urea; 5-Ureido-2,4-imidazolidinedione; Dermalex; Cordianin; Actinac; Alphosyl; (2,5-Dioxo-4-imidazolidinyl)urea; Allantol; Cordianine; Glyoxyldiureid; Glyoxylic Diureide; Psoralon; Sebical; Septalan; 5-Ureidohydantoin; Glyoxylic(acid) diureide; ALLANTOIN

登记号

• CAS号: 97-59-6
• EC号: 202-592-8
• MDL号: MFCD00005260
• Beilstein号: 102364
• 默克索引号: 14258
• PubChem SID: 162089975; 24845863
• PubChem CID: 204
• CHEBI ID: 15676
• CHEMBL: 593429
• Chemspider ID: 199
• KEGG ID: D00121
• 美国药典/FDA物质标识码: 344S277G0Z
• 维基百科标题: Allantoin

理论计算性质

• Acid pKa: 7.9488487
• 质子受体: 3
• 质子供体: 4
• LogD (pH = 5.5): -2.3620656
• LogD (pH = 7.4): -2.4672303
• Log P: -2.3605409
• 摩尔折射率: 32.0225 cm^3
• 极化性: 12.4722 Å^3
• 极化表面积: 113.32 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 0.5% at 25 °C in water; DMSO; H2O: soluble0.1 g/10 mL, clear, colorless
• 外观: colourless crystalline powder; Powder; White SolidWhite Solid
• 熔点: 222-224°C (dec.); 230 °C (dec.)(lit.); 230°C; ca 230°C dec.
• 密度: 1.45g/cm3

安全信息

• 保存条件: Refrigerator; Room Temperature (15-30°C)
• RTECS编号: YT1600000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 1
• 危险公开号: 22
• 安全公开号: 22
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

药理学性质

• 生物活性机理: Cell proliferation promoter.

产品相关信息

• 纯度: ≥98%; ≥98.0% (HPLC); ≥98.0% (N); 97%; 98%
• 级别: analytical standard
• 燃烧残渣: ≤0.2%
• 生物来源: Occurs in allantoic fluid. A product of purine metabolism. V. widely distributed in biol. systems, isol. from numerous plants. Formed in animals, except primates, by enzymic oxidn. of Uric acid
• 有效期: (limited shelf life, expiry date on the label)
• 应用领域: Healing, antiinflammatory, moisturizing, soothing, anti-irritating, keratolytic, non-toxic agent useful in dermatological, cosmetic and veterinary preparation.
• Empirical Formula (Hill Notation): C4H6N4O3

详细说明

MP Biomedicals - 05206440

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02100379

Crystalline

Sigma Aldrich - A7878

Biochem/physiol Actions
通过尿酸途径的嘌呤代谢物。尿酸也可与自由基反应生成尿囊素，因此尿囊素可作为氧化应激反应的有效生物标记。

Sigma Aldrich - 05670

Biochem/physiol Actions
通过尿酸途径的嘌呤代谢物。尿酸也可与自由基反应生成尿囊素，因此尿囊素可作为氧化应激反应的有效生物标记。
Application
Reactant for: Synthesis of Mannich bases for use as antibacterial agents1 Synthesis of sulofenur analogs for use as antitumor agents2

Sigma Aldrich - 93791

Biochem/physiol Actions
通过尿酸途径的嘌呤代谢物。尿酸也可与自由基反应生成尿囊素，因此尿囊素可作为氧化应激反应的有效生物标记。

Toronto Research Chemicals - A540500

Vulnerary; debriding agent. Purine metabolite via the uric acid pathway.

参考文献

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